Senior Microsoft Technology Specialist

Senior Microsoft Technology Specialist Date: Oct 31, 2025 Location: Chicago, IL, US Company: Softchoice Why you’ll love Softchoice: We are a software-focused IT solutions and services provider that equips organizations to be agile and innovative, and for their people to be engaged, connected, and creative at work. That means moving them to the cloud, helping them build the workplace of tomorrow, and enabling them to make smarter decisions about their technology. By doing these things we help them create success for their customers and their people. We stand proudly for our people and support their success through career development and advancement. We are recognized and respected for our culture of inclusion and belonging, continuously striving to do what’s good for our people and communities. The impact you will have: You are a Microsoft Subject Matter Expert You love helping customers on their digital journey, promoting the adoption of Microsoft cloud technology to help drive business outcomes. You are passionate about helping customers solve challenges through the delivery of ongoing solutions that reduce risk and manage costs. The Microsoft Technology Specialist is responsible for supporting the Microsoft Cloud and Workplace sales strategy within their aligned sales districts. You will support new customer acquisition through participation in demand generation activities for your districts while also growing existing customer spend through proactive sales campaigns, leveraging Microsoft programs, and participating in Softchoice SAM+ and lifecycle services. Successful execution will require strong alignment with the local Microsoft specialist team units, as well as a specialized knowledge of Microsoft products, licensing vehicles, programs and funding. What you’ll do: • Provide pre-sales support to sales and customers for Microsoft Azure and/or M365 solutions and Softchoice CSP offers. • Deliver solution recommendations and roadmaps to customers. • Support the execution of targeted sales campaigns. • Identify opportunities to leverage Microsoft programs and incentives. • Collaborate with Sales to develop and execute strategic account plans for key accounts, identifying growth opportunities, addressing challenges, and driving longterm customer success. • Manage a pipeline of Microsoft opportunities and monitor overall performance for aligned solutions within the territory. • Participate in SAM+ and Lifecycle services activities for key accounts to promote solution cross-sell and up-sell. • Participate in sales enablement activities for aligned Microsoft solutions. • Participate in customer and partner events including webinars, CIEs, or other thought leadership activities within aligned districts. • Foster and maintain strong relationships with Microsoft counterparts in support of co-sell initiatives and promoting Softchoice competitive differentiation. What you'll bring to the table: • A deep understanding of Microsoft cloud solutions with strong technical proficiency. • 2-4 years of industry relevant experience in sales • 2+ years of Microsoft experience with Cloud or Volume Licensing solutions • As SME (Subject Matter Expert) stay on top of new trends, technology updates and Cloud technologies. Actively leverage Microsoft Learn and other resources to enhance both soft and technical skills and apply in more complex situations. • Achievement of Microsoft certifications aligned to assigned products is preferred. • Proven ability to engage in consultative selling, understanding customer pain points, and positioning Microsoft products and services to solve those challenges. • Strong collaboration skills with the ability to work effectively across multiple functions and departments to achieve common goals and objectives. • Strong analytical skills. • Excellent time management and organizational skills. • Excellent communication and presentation skills. • Ability to interact and communicate at the Executive level Not sure if you qualify? Think about applying anyway: We understand that not everyone brings 100% of the skills and experience for the role. At Softchoice, we offer opportunities to a diverse group including those with a variety of workplace experiences and backgrounds. Whether you are new to corporate tech, returning to work after a gap in employment, or looking to transition and take the next step in your career, we are excited to learn more about you and encourage you to apply. Why You’ll Love Working Here: The People: You’ll thrive in our collaborative environment, surrounded by incredible colleagues who foster support and innovation, driving our collective success High-Performing Culture: At Softchoice, we are dedicated to achieving our goals and committed to success for our customers and each other Flexibility: Plan your workdays in a way that suits you best Award-Winning Workplace: Proudly recognized as a Great Place to Work for 20 consecutive years Inclusive Culture: We are committed to an inclusive culture where every team member can be their authentic self Competitive Benefits: Benefit from competitive perks that start on day one Inclusion & Equal opportunity employment: We are an equal opportunity employer committed to diversity, inclusion & belonging. People seeking employment at Softchoice are considered without regard to any protected category including but not limited to, race, color, religion, national origin, age, sex, marital status, ancestry, disability, veteran status, gender identity, or sexual orientation. Require accommodation? We are ready to help: We are proud to provide interview & employment accommodation during the recruitment and hiring process. If you require any accommodation to apply or interview for a position, please reach out directly to asktalentacquisition@softchoice.com (file:///C:/Users/dnik/AppData/Local/Microsoft/Windows/INetCache/Content.Outlook/CFB2RD0J/asktalentacquisition@softchoice.com) . We are committed to working with you to best meet your needs. Our commitment to your experience: We are committed to the safety of all applicants and team members. With that in mind, we have implemented digital interviewing for everyone. We understand that you may need to interview with distractions around you (such as children or furry friends) and we will be doing the same. Before you start with us, we will conduct a criminal record check, verify your education, and check your references. When you join Softchoice, we will onboard you remotely. Don't worry. It's quick, simple and you'll be connected with your new team in no time. Job Requisition ID: 6954 EoE/Vet/Disability #LI-RR1 Nearest Major Market: Chicago